T

Remote

Senior Learning Experience Designer

Twilio

Overview

Leverage AI authoring tools, large language models (LLMs), and prompt engineering to rapidly draft, iterate, and refine learning materials, roleplay scenarios, pitch guides, and sessions. Build AI-driven roleplay simulations (e.g. objection-handling exercises, discovery calls, uncovering use case exercise, etc.) where sales reps can practice realistic customer conversations with generative AI pers

Benefits, from the posting itself

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parental leavereceipt ⟳
“paid parental leave”
401kreceipt ⟳
“401(k) retirement account”
health coveragereceipt ⟳
“health care insurance”
paid time offreceipt ⟳
“paid personal time off”
learning budgetreceipt ⟳
“generous time off, ample parental and wellness leave, healthcare, a retirement savings program, and much more”

Key Responsibilities

  • Leverage AI authoring tools, large language models (LLMs), and prompt engineering to rapidly draft, iterate, and refine learning materials, roleplay scenarios, pitch guides, and sessions.
  • Build AI-driven roleplay simulations (e.g. objection-handling exercises, discovery calls, uncovering use case exercise, etc.) where sales reps can practice realistic customer conversations with generative AI personas.
  • Develop content into enablement that is driven by adult learning theory; enablement modalities are selected based on what best supports the seller.
  • Collaborate with Sales Leadership, Product Marketing, and Revenue Operations to map learning pathways directly to seller competencies, product launches, and strategic sales methodologies
  • Design just-in-time performance support assets (FAQs, Playbooks) integrated directly into seller workflows (CRM, Slack/Teams, Sales Engagement platforms).

Key Requirements

  • 3–5+ years of experience in instructional design, learning experience design (LXD), or sales enablement—preferably within a fast-paced B2B SaaS or technology environment.
  • Expert-level mastery of prompt engineering using LLMs (ChatGPT, Claude, Gemini) for curriculum design, scenario building, and content generation.
  • Intermediate level familiarity/ building with modern AI-enhanced L&D platforms, adaptive learning engines, and/or AI roleplay platforms (e.g., Gong, Articulate 360, Quantified, AI, Allego).
  • Hands-on experience with tools like ElevenLabs, Artlist.Io, RiversideFM, Synthesia, HeyGen, Midjourney, DALL-E, or Runway.
  • Advanced proficiency with authoring tools (e.g. Articulate Storyline/Rise, Adobe CC, Google Suite,) integrated with modern AI plugins.